Catalytic deprotonative functionalization of propargyl silyl ethers with imines
A metal-free, catalytic C-H functionalization of propargyl silyl ethers with imines using the phosphazene base (t-Bu-P4 base) provides structurally defined multisubstituted pyrroles in modest to excellent yields under mild conditions. A one-pot, three-component reaction using silylated acetylenes, aldehydes, and imines is also presented.
Naka, Hiroshi,Koseki, Daiki,Kondo, Yoshinori
supporting information; experimental part
p. 1901 - 1906
(2009/08/07)
Siloxyallenes revisited. A useful functional intermediate for the synthesis of (Z)-β-branched Morita-Baylis-Hillman type adducts and (Z)-chalcones
Siloxyallenes proved to be a useful functional intermediate in the preparation of (Z)-β-branched Morita-Baylis-Hillman type adducts by the reaction of aldehydes with silylacetylenes or siloxypropynes. Various (Z)-chalcones were stereoselectively synthesized from siloxypropynes via siloxyallenes.
Yoshizawa, Kazuhiro,Shioiri, Takayuki
p. 6259 - 6286
(2008/02/04)
Synthesis of β-branched Morita-Baylis-Hillman-type adducts from 1,3-diaryl-2-propynyl trimethylsilyl ethers and aldehydes catalyzed by potassium tert-butoxide
1,3-Diaryl-2-propynyl trimethylsilyl ethers were easy to isomerize into the corresponding siloxyallenes using a catalytic amount of potassium tert-butoxide under very mild conditions. The siloxyallenes reacted in situ with various aldehydes to afford Z-selective β-branched Morita-Baylis-Hillman-type adducts in a one-pot reaction after acid treatment.
Yoshizawa, Kazuhiro,Shioiri, Takayuki
p. 757 - 761
(2007/10/03)
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